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Photoinduced thiol-ene cross-linking of globalide/ε-caprolactone copolymers : curing performance and resulting thermoset properties

Claudino, Mauro (author)
KTH,Ytbehandlingsteknik
van der Meulen, Inge (author)
Eindhoven University of Technology, Laboratory of Polymer Chemistry, Eindhoven, The Netherlands
Trey, Stacy (author)
SP Trätek, SP Technical Research Institute of Sweden, Stockholm
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Jonsson, Mats (author)
KTH,Kärnkemi
Heise, Andreas (author)
Eindhoven University of Technology, Laboratory of Polymer Chemistry, Eindhoven, The Netherlands
Johansson, Mats K. G. (author)
KTH,Ytbehandlingsteknik
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 (creator_code:org_t)
2011-09-09
2012
English.
In: Journal of Polymer Science Part A. - : Wiley. - 0887-624X .- 1099-0518. ; 50:1, s. 16-24
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • The increasing demand for bioderived polymers led us to investigate the potential use of the macrolactone globalide in thermoset synthesis via the photoinduced thiolene reaction. A series of six lipase-catalyzed poly(globalide-caprolactone) copolyesters bearing internal main-chain unsaturations ranging from 10 to 50 and 100 mol % were successfully crosslinked in the melt with equal amounts of thiol groups from trimethylolpropane-trimercapto propionate affording fully transparent amorphous elastomeric materials with different thermal and viscoelastic properties. Three major conclusions can be drawn from this study: (i) high thiol-ene conversions (> 80%) were easily attained for all cases, while maintaining the cure behavior, and irrespective of functionality at reasonable reaction rates; (ii) parallel chain-growth homopropagation of the ene monomer is insignificant when compared with the main thiolene coupling route; and (iii) high ene-density copolymers result in much lower extracted sol fractions and high T(g) values as a result of a more dense and homogeneous crosslinked network. The thiol-ene system evaluated in this contribution serve as model example for the sustainable use of naturally occurring 1,2-disubstituted alkenes in making semisynthetic polymeric materials in high conversions with a range of properties.

Subject headings

NATURVETENSKAP  -- Kemi -- Polymerkemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Polymer Chemistry (hsv//eng)

Keyword

thiol-ene photopolymerization
unsaturated macrolactones
renewable resoruces
networks

Publication and Content Type

ref (subject category)
art (subject category)

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